Penn remains one of only two fighters ever to capture UFC
championships in two divisions, having done so as a welterweight
and as a lightweight. The Hawaiian defeated five future, current or
former UFC and
Pride Fighting Championships titleholders: Matt Hughes
(twice), Matt Serra,
Sean
Sherk, Jens Pulver
and Takanori
Gomi. Though he closed out his remarkable career in a 1-5-1
tailspin, there is no denying Penn’s place in history.

Rutten, meanwhile, spent much of his career in Pancrase and
took home the venerable Japanese organization’s open weight title
in 1995. He arrived in the UFC a little more than three years later
and claimed heavyweight gold in his second appearance inside the
Octagon, defeating Kevin
Randleman at UFC 20 on May 7, 1999. The Dutchman fought just
once more, as injuries curtailed his career. Rutten went undefeated
(21-0-1) over his final 22 outings and remains an MMA fixture as a
commentator for AXS-TV.

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